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Strain criteria for alkenes: two different manifestations
Computational and Theoretical Chemistry ( IF 2.8 ) Pub Date : 2020-02-26 , DOI: 10.1016/j.comptc.2020.112764
Ott Kekišev , Jaak Järv , Peeter Burk

Criteria that have been used to describe alkene strain can be divided into energetic and geometrical criteria. An overview of strain criteria from both groups is given, and altogether, 16 different criteria have been calculated with the DFT M062X/TZVP method for several strained alkene series. Factor analysis was used to judge whether these strain criteria measure the same underlying phenomena. The factor analysis showed that for systematically substituted ethene derivatives (series A) all the studied criteria were describing the same thing. The factor analysis showed that for series B, where the double bonds geometry is fixed with a cyclic backbone, at least two different criteria (e.g. gas-phase basicity and hydrogenation reaction enthalpy) are needed to describe the overall strain. We propose that these two different expressions of strain describe strain related to reactivity and thermodynamics. Those two strains were well-correlated in the first series.



中文翻译:

烯烃的应变标准:两种不同的表现形式

用来描述烯烃应变的标准可以分为高能和几何标准。给出了两组应变标准的概述,并使用DFT M062X / TZVP方法针对多个应变烯烃系列共计计算了16种不同的标准。因子分析用于判断这些应变标准是否测量相同的潜在现象。因子分析表明,对于系统取代的乙烯衍生物(A系列),所有研究的标准都描述了同一件事。因子分析表明,对于B系列,其中双键的几何结构用环状骨架固定,至少需要两个不同的标准(例如,气相碱度和氢化反应焓)来描述总应变。我们提出应变的这两种不同表达描述了与反应性和热力学有关的应变。在第一个系列中,这两个菌株是很好的相关性。

更新日期:2020-02-26
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